MDL-28170

CHEBI:82818 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

A dipeptide resulting from the formal condensation of the carboxy group of N-benzyloxycarbonyl-L-valine with the amino group of L-phenylalanine aldehyde. It is a potent cell-permeable inhibitor of calpain I and II, and is also a γ-secretase inhibitor. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

Label unavailable CHEBI:140325
Label unavailable CHEBI:17478
Label unavailable CHEBI:23003

Chemical structure

Computed structure properties
Molecular formula	C22H26N2O4
Charge	0
Average mass	382.46 Da
Monoisotopic mass	382.18926 Da
Source	ChEBI
InChIKey	NGBKFLTYGSREKK-PMACEKPBSA-N

SMILES

[H]C(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](NC(=O)OCc1ccccc1)C(C)C

InChI

InChI=1S/C22H26N2O4/c1-16(2)20(24-22(27)28-15-18-11-7-4-8-12-18)21(26)23-19(14-25)13-17-9-5-3-6-10-17/h3-12,14,16,19-20H,13,15H2,1-2H3,(H,23,26)(H,24,27)/t19-,20-/m0/s1

Also called

benzyl [(2S)-3-methyl-1-oxo-1-{[(2S)-1-oxo-3-phenylpropan-2-yl]amino}butan-2-yl]carbamate (EXACT_SYNONYM)— chebi
Cbz-Val-Phe-H (EXACT_SYNONYM)— chebi
CbzValPheH (EXACT_SYNONYM)— chebi
L-benzyloxycarbonyl-L-valyl-L-phenylalaninal (EXACT_SYNONYM)— chebi
MDL 28,170 (EXACT_SYNONYM)— chebi
MDL 28170 (EXACT_SYNONYM)— chebi
MDL28170 (EXACT_SYNONYM)— chebi
N-CBZ-Val-Phe-al (EXACT_SYNONYM)— chebi
N-benzyloxycarbonyl-L-valyl-L-phenylalaninal (EXACT_SYNONYM)— chebi
N-benzyloxycarbonylvalylphenylalaninal (EXACT_SYNONYM)— chebi
N-benzyloxycarbonylvalylphenylalanine aldehyde (EXACT_SYNONYM)— chebi
Z-Val-Phe-CHO (EXACT_SYNONYM)— chebi
Z-Val-Phe-H (EXACT_SYNONYM)— chebi
Z-Val-Phe-al (EXACT_SYNONYM)— chebi
calpain inhibitor III (EXACT_SYNONYM)— chebi
carbobenzoxyvalylphenylalanine aldehyde (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

anticoronaviral agent CHEBI:149553
antileishmanial agent CHEBI:70868

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:82818`	MDL-28170	`antibioticmech:chebi-d919fc43a4`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record (YAML).

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